Water-soluble chitosan-g-PMAm (PMAA)-Bodipy probes prepared by RAFT methods for the detection of Fe³⁺ ion

It is a challenge to achieve the fully water-soluble chitosan. In this work, water-soluble chitosan-based probes were obtained by the following steps: boron-dipyrrolemethene (BODIPY)-OH was synthesized, and then BODIPY-OH was halogenated to BODIPY-Br. Afterwards, BODIPY-Br reacted with carbon disulfide and mercaptopropionic acid to obtain BODIPY-disulfide. BODIPY-disulfide was introduced to chitosan via amidation reaction to obtain fluorescent chitosan-thioester (CS-CTA); it is employed as the macro-initiator. Methacrylamide (MAm) was grafted onto chitosan fluorescent thioester through reversible addition-fragmentation chain transfer (RAFT) polymerization method. Thus, a water-soluble macromolecular probe (CS-g-PMAm) with chitosan as the main chain and PMAm as long-branched chains was obtained. It greatly improved the solubility in pure water. The thermal stability was reduced slightly, and the stickiness was greatly reduced and the samples displayed the characteristics of liquid. CS-g-PMAm could detect Fe³⁺ in pure water. By the same method, CS-g-PMAA (CS-g-Polymethylacrylic acid) was synthesized and investigated as well.